Synthesis
A solution of 5% Pt/C (1.58 mmol, 0.31 g) in ethyl acetate (50 mL) was added to 2-chloro-5-nitro-3-(trifluoromethyl)pyridine (5.25 mmol, 1.19 g) mixed with ZnBr2 (1.05 mmol, 0.200 g) and the reaction was stirred for 20 hrs under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration and the solid was washed with warm ethanol. The solvent was evaporated to afford the target product 6-chloro-5-(trifluoromethyl)pyridin-3-amine (0.95 g, 92% yield). The product was characterized by 1H NMR (300 MHz, DMSO-d6): δ 5.59 (bs, 1H), 7.37 (s, 1H), 7.92 (s, 1H).
References
[1] Patent: WO2018/20474, 2018, A1. Location in patent: Page/Page column 309-310
[2] Patent: WO2009/21696, 2009, A1. Location in patent: Page/Page column 38; 69-70
[3] Patent: US2007/60623, 2007, A1. Location in patent: Page/Page column 39
[4] Patent: US2014/275111, 2014, A1. Location in patent: Paragraph 0280; 0281
[5] Patent: WO2014/141187, 2014, A1. Location in patent: Page/Page column 60
